I probably wouldn't get one of these in the near future, as I already have a Segway. Tesla on the other hand has my attention...
For vehicles like this to succeed without having insurance through the roof, there needs to be more "car-less pedestrian zones" in urban cities which are basically pedestrian malls that allow Segways or other small personal electric vehicles, along with some kind of public transit (light rail, subway, monorail). Driving these around suburban tracts probably wouldn't be bad, as the 25 mph speed limit in most of their roads would be just fine, but would be brutal on any of the main thoroughfares.
Actually, the best way for Segways or similar vehicles to succeed would be based around using these in collaboration with public transit, much like how you can take a bike onboard many trains. This would greatly expand the serviceable radius around all transit stops without too much extra investment (on high platform lines, all you'd need are train cars without seats) unless the line is already at or over designed capacity.